Polymorphism and C[DOUBLE BOND]N[BOND]N[DOUBLE BOND]C Conformational Isomers of Azines: X-ray Crystal and Ab Initio Structures of Two Rotational Isomers of Methyl (para-Tolyl) Ketone Azine

Authors

  • Grace Shiahuy Chen,

    1. Department of Chemistry, University of Missouri, Columbia, MO 65211 (USA), Telefax: Int. code + (314)882-2754
    Search for more papers by this author
  • Mitchell Anthamatten,

    1. Department of Chemistry, University of Missouri, Columbia, MO 65211 (USA), Telefax: Int. code + (314)882-2754
    Search for more papers by this author
  • Dr. Charles L. Barnes,

    1. Department of Chemistry, University of Missouri, Columbia, MO 65211 (USA), Telefax: Int. code + (314)882-2754
    Search for more papers by this author
  • Prof. Dr. Rainer Glaser

    Corresponding author
    1. Department of Chemistry, University of Missouri, Columbia, MO 65211 (USA), Telefax: Int. code + (314)882-2754
    • Department of Chemistry, University of Missouri, Columbia, MO 65211 (USA), Telefax: Int. code + (314)882-2754
    Search for more papers by this author

  • Stereochemistry and Stereoelectronics of Azines, Part 3. This research was supported by the Petroleum Research Fund of the American Chemical Society, the Research Board of the University of Missouri, and the National Science Foundation, and is part of the projected Ph.D. dissertation of G. S. Chen.—Parts 1 and 2: [1].

Abstract

original image

Conjugative effects are not significant for the conformation of diaryl-substituted azines such as 1—whether within the azine unit or between the aryl substituents and the azine or imino units. This was the conclusion of studies of X-ray crystal structures and quantum chemical calculations.

Ancillary